Calypsa Cruises

Sunset Sail Cruise
90 Minutes $35 per person

An introduction to the seduction of the seas. It is only 90 minutes or is it? Beware Matey, once sailing gets into yer blood there can be no turning back. “Mother, mother ocean, I have heard your call… wanted to sail on your waters, since I was three feet tall...” – Jimmy Buffett.

We sail most Friday and Saturday evenings and celebrate the pirate in all of us. December and January we sail from the dock at 5 pm. February through March 13 we sail at 5:30 pm. March 19th through May we sail at 7 pm.

Please be at the boat, dockside 15 minutes prior to departure. You may bring whatever you wish to eat or drink. There is free drinking water on board. Soft drinks and snacks may also be purchased from our cheerful crew.

Half Day with Sunset Sail Cruise
4 Hours $55 per person

Can you think of a better way to spend a lazy Sunday afternoon than sailing with a friend? Four hours of sailing are just long enough to be able to relax and unwind. Refresh your soul and recharge your batteries for the week ahead. Top it off with a Sunset and a Dolphin or two.

We sail most Sunday afternoons to explore and enjoy the beauty of creation and the marvel of sailing. December through March 7th we sail at 3 pm. March 14th through May we sail at 4:30 pm.

Please be at the boat, dockside 15 minutes prior to our sailing departure. You may bring whatever you wish to eat or drink. There is free drinking water on board. Soft drinks and snacks may also be purchased from our crew.

Full Day Sailing Cruise
8 Hours $75 per person with Lunch at Cabbage Key Inn or Picnic in the Gulf

We sail from the dock at 8 am. This sailing trip happens almost every Saturday. When the tide permits we sail into the marina at Cabbage Key Inn for Lunch. Some claim this is the spot that inspired Jimmy Buffet to write the song “Cheeseburger in Paradise”. When the tides are against us we simply picnic on board and sail where the wind takes us. We will try to sail out into the Gulf. Food is not included on this trip. You may either buy a Cheeseburger in paradise or bring a sack lunch.

Please be at the boat, dockside 15 minutes prior to departure. You may bring whatever you wish to eat or drink. There is free drinking water on board. Soft drinks and snacks may also be purchased from our cheerful crew.

Fort Myers Sail Cruise
2 Days $200-$225 per person

Get a mini taste of Cruising Life aboard the Mighty Calypsa. Enjoy your very own “Captain Ron” sailing vacation.

Meet the evening before our trip to provision and prepare, free sleep over. Depart on day one at 8 am and sail to Cabbage Key for lunch. That afternoon sail down the Intracoastal Waterway to Mantassas Pass behind Ft. Myers Beach, and pick up a mooring ball. Dinghy ashore for dinner or grill out on board. Sail home to Punta Gorda on the second day. Depending on time of year you will most likely see Dolphins, Ospreys, Otters, Pelicans, and possibly a Bald Eagle.

We leave the dock at 7 am on the first day and return around 5 pm the second day.

Naples Sail Cruise
3 Days $300-$375 per person

Same as above except on day two we continue south to Naples. We will anchor out near the Naples City dock and dinghy ashore for shore showers, dinner, and exploring 5th Avenue via a taxi if you wish. Day three we leave at 7 am and sail back to Punta Gorda up outside Sanibel and Captiva Islands in the fabulous Gulf of Mexico.

Passengers and crew meet the night before we depart to provision the boat. We set the menu for the meals aboard, and then go to the store to buy the provisions. Costs are divided equally among the passengers.

We leave the dock at 7 am on the first day and return around 5 pm the third day.

Prices vary depending on accommodations. If you opt for the Captains Cabin, in the aft section of the ship you will get a king sized bed and private head (bathroom) $250 per person, double occupancy. Or simply snuggle into a single bunk in the forward section of the ship with a community head (bathroom) for $200 per person.

Dry Tortugas Sail Cruise
4 Days $400-$450 pp

Bring your swimsuit and snorkel. What better way to spend a 3 day holiday weekend than sailing across the Gulf? This trip includes two overnight sails. Let the motion of the ocean rock you to sleep. Throw some steaks and shrimp on the Barbie. We leave at 9 pm Friday night and get back late Monday afternoon.

Meet the evening before our trip to provision and prepare, free sleep over. Depart the next moring and sail for 24 hours to Dry Tortugas. You will be amazed when you see this massive fort appear on the horizon. We will then spend the next two days exploring, and snorkeling this incredible area. We depart Ft Jefferson, Dry Tortugas at 6 pm on the third day and arrive back home in Puinta Gorda around 6 pm on the fourth day.

More information on the Dry Tortugas

• Fort Jefferson
• Dry Tortugas National Park

Key West & Dry Tortugas Sail Cruise Week $700-$850 pp Same as the Dry Tortugas Trip but we add Key West and possibly Naples to our fun. The direction of the wind determines which place we visit first. Key West has wonderful snorkeling as well as many places to visit on shore. The sunsets at Mallory Square are about as spectacular and bizzare as you will ever see.

Western Caribbean & Offshore Sailing Cruise

Charlotte Harbor, Cancun, Belize, Honduras, Caymans, & back home to Charlotte Harbor
40 Days of Adventure — $3,000-$4,000

You might leave a swabbie but you will return a sailor. You will learn hands on by doing everything we do; sailing, galley duty, navigation (celestial, charts, and GPS), mechanics, sail trim, provisioning, weather reading, seamanship, safety, keeping watch and much more. This is a working vacation, you will not be pampered or waited upon, but will have to pitch in and pull your weight.

Prices do not include food, beverage, sales tax, transfers, or gratuity. Prices vary depending upon level of accommodation. Lower prices are for individual bunks in mid or forward cabins, and community head. Higher prices are for king sized berth in private aft cabin with private head (requires double occupancy so multiple the prices by two for a couple).

Each passenger will need a current passport.

You may book the entire trip or any segments that you wish.

This trip can only be booked directly with Captain Tim: tim@charlotteharborsailing.com

Reposition Cruise: Charlotte Harbor to Cancun Mexico June 1st to 5th — $450-$600

Cancun is 520 miles (3 to 4 days offshore sailing) from Charlotte Harbor. This trip is for those who love the open water and want to gain valuable offshore sailing experience. In 2011, when we open our Offshore Sailing School, this course will cost $1,500 per person. You will get much of the same knowledge and experience but without the ASA certification. We meet at the dock in Punta Gorda, Florida at 5 pm Monday, May 31st to provision. Fly into or out of Cancun International Airport. http://www.cancun-airport.com/

Week One June 5th to 12th: Cancun to Belize $750-$1000

Spend a glorious week cruising Isle Mujeres, Cozumel, Punta Allen, Isla de Techal, Banco Chincorro. Board from Cancun Saturday June 5th, and depart to Belize City, Belize Saturday June 12th.

Isle Mujeres, Mexico

Cozumel, Mexico

Punta Allen, Mexico

Banco Chincorro, Mexico

Banco Chincorro, Mexico

Banco Chincorro is an offshore reef, which lies in Mexican waters 35 km out in the Caribbean Sea, is about 80 km east of the city of Chetumal,is approximately 40.2 kilometres (25.0 mi) long from north to south, and approximately 16 kilometres (9.9 mi) wide at its widest point.The atoll's islands lie around a large central lagoon. The natural vegetation of the islands is largely mangrove near the shore shading into open woodland more than 20–30 m from the shore. There is a cayman reserve on the southernmost (and biggest) island. The islands (in common with many isolated tropical islands) are thickly populated with small crabs, which are tame and so easily trodden on inadvertently by visitors.

Some of the islands are inhabited by fishermen, who live in dwellings on stilts about 60-100 m offshore to subvert local regulations forbidding private construction.

Shipwrecks: The reef is home to at least nine shipwrecks, including two Spanish Galleons. The names of the known wrecked ships are: SS Caldera, SS Escasell, SS Far Star, SS Ginger Screw, SS Glen View, SS Penelopez, SS San Andreas, and SS Tropic.

Week Two June 12th to 19th: Belize $750 — $1,000 per person

Belize may very well have the most spectacular cruising waters of the western Caribbean sea. We will gunkhole around the Hol Chan Marine preserve and Turneffe Islands, snorkel the Great Blue Hole, and Glover reef. This week is spent island hopping in the near coastal waters of Belize. Fly in and out of the Belize City Airport.

Belize	Hol Chan Marine Preserve	Turneffe Island & Reef
Great Blue Hole

Week Three: June 19th to 26th Belize, Honduras, Cayman Islands — $600 -$750 per person

This segment of the trip is a lot of open water passage making. We set sail from Belize to Roatan Island, Honduras where we will spend a day or so, and then we head offshore towards the Cayman Islands with a stop over at the Isla Cisne (formerly Swan Islands).

A little over 100 miles SE of Belize is the Isla de Utila of Honduras.	From there it is another 20 miles to Roatan. We will spend a few days cruising these islands. Roatan is the largest of the islands we will be stopping at. There are countless little islands to see along the way…. We will cruise eastward for another 60 miles before heading up to the Swan Islands.	Off to the Isla Cisne (Swan Islands) which are 140 miles NE of Roatan, along our path to the Caymans.
Final leg is 210 miles of open ocean from Swan Island to Grand Cayman.

Week Four: Cayman Islands June 26th to July 3rd — $750-$1,000

Grand Cayman will take several days to explore and then if the mood hits, and the weather holds we head East 65 miles to two islands nestled together: Little Cayman and Cayman Brac.

Grand Cayman Island is 20 miles long and 9 miles wide.

Grand Cayman Island is 20 miles long and 9 miles wide.	Little Cayman	Little Cayman
	Cayman Brac

Reposition Cruise: Caymans to Cancun to Charlotte Harbor July 3rd to 10th — $450-$600

Cayman Islands to Cancun, Mexico is 372miles. It is another 500 miles to Charlotte Harbor. This trip is for those who love the open water and want to gain valuable offshore sailing experience. In 2011, when we open our Offshore Sailing School, this course will cost $1,500 per person. You will get much of the same knowledge and experience without the ASA certification. Fly into Grand Cayman Island International Airport. Depending on the weather, and stamina of those aboard, we may opt to stop and spend a day on the Florida Key of Dry Tortugas to explore Fort Jefferson and snorkel the reefs.

The adventure awaits you! There is no time like the present. Contact us today!

“If it is going to happen…
It’s going to happen out there!”
Capt. Ron